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Water → HCID 67393523、化合物

HRID 2056628
ノート
印刷プレビュー

反応式

HRID 2056628 の反応式
FC(F)(F)C(OC1C(OC(=O)C(F)(F)F)=C(I)C=CC=1)=[O:4].[F:22][C:23]1[CH:28]=[CH:27][C:26]([F:29])=[CH:25][C:24]=1[C:30]1[O:31][C:32]2[C:38](N)=[C:37]([O:40][CH3:41])[CH:36]=[CH:35][C:33]=2[N:34]=1.[OH2:42]>C(#N)C.O>[F:22][C:23]1[CH:28]=[CH:27][C:26]([F:29])=[CH:25][C:24]=1[C:30]1[O:42][C:35]2[C:36](=[O:4])[C:37]([O:40][CH3:41])=[CH:38][C:32](=[O:31])[C:33]=2[N:34]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 962WaterHCID 12041285BistrifluoroacetoxyiodobenzeneHCID 69219986HCID 69219986、化合物

生成物 1

HCID 67393523HCID 67393523、化合物収率 53%

試薬・触媒・溶媒 1

HCID 18373917Acetonitrile--water (1/1)溶媒2 回

反応条件

温度
-5 °C

実験手順

2.9 g (6.81 mmol; 2.2 equivalents) of bis(trifluoroacetoxy)iodo benzene dissolved in 75 ml of an acetonitrile/water mixture 4:1 is added dropwise to a solution of 0.86 g (3.10 mmol) of 2-(2,5-difluorophenyl)-6-methoxy-1,3-benzoxazol-7-amine in 30 ml of an acetonitrile/water mixture 4:1 at −5° C. After stirring for 30 minutes at −5° C., 70 ml of water is added to the reaction medium and the product formed is extracted twice with 100 ml of dichloromethane. The organic phases are combined and dried over sodium sulphate, then the solvents are evaporated off under reduced pressure. The residue is then purified by chromatography on a silica column (eluent: dichloromethane/methanol mixture 99:1) and 475 mg (yield=53%) of 2-(2,5-difluorophenyl)-6-methoxy-1,3-benzoxazole-4,7-dione is obtained in the form of a yellow powder.

後処理

  1. customthe product formed
  2. extractionis extracted twice with 100 ml of dichloromethane
  3. dry with materialdried over sodium sulphate
  4. customthe solvents are evaporated off under reduced pressure
  5. customThe residue is then purified by chromatography on a silica column (eluent: dichloromethane/methanol mixture 99:1)

出典と根拠

ORDレコード
ord-ddbe0b099be647de9289ec2f7a1ab81d
出典データセット
uspto-grants-2008_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07335674B2

反応ノート

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